- Synthesis of mycophenolate Mofetil-[14C], RS-61443-14C
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Synthesis of the potent immunosuppressive agent, mycophenolate mofetil (1) labelled with carbon-14 is described. Methoxyethoxymethyl (MEM) protected mycophenolate norbromide (9) was prepared from unlabelled mycophenolic acid (2) using a modified Hunsdiecker reaction. A three step synthesis furnished the title compound, having a specific activity of 53.8 mCi/mmol, in 49.5% overall yield from K14CN.
- Huang,Parnes
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- Synthesis of propargylamine mycophenolate analogues and their selective cytotoxic activity towards neuroblastoma SH-SY5Y cell line
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Twenty six propargylamine mycophenolate analogues were designed and synthesized from mycophenolic acid 1 employing a key step A3-coupling reaction. Their cytotoxic activity was examined against six cancer cell lines. Compounds 6a, 6j, 6t, 6u, a
- Silalai, Patamawadee,Pruksakorn, Dumnoensun,Chairoungdua, Arthit,Suksen, Kanoknetr,Saeeng, Rungnapha
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- Phosphamide derivative as well as preparation method and application thereof
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The invention relates to a compound of a general formula (I), a stereoisomer or pharmaceutically acceptable salt of the compound and application of the compound in preparation of medicines for preventing or treating diabetes, resisting tumors, preventing or treating attention deficit hyperactivity disorder and motor neuron diseases, protecting brain and preventing or treating central nervous system related diseases, immunosuppression, organ tissue or cell allogeneic suppression rejection reaction, immune regulation and/or inflammatory diseases, convulsions, epilepsy or cerebral apoplexy. The structure of the compound of the general formula (I) is Q-L-R, and the groups of the compound are defined in the specification.
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Paragraph 0676; 0679-0684
(2019/02/19)
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- LYMPHATIC SYSTEM-DIRECTING LIPID PRODRUGS
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The present invention provides lymphatic system-directing lipid prodrugs, pharmaceutical compositions thereof, methods of producing such prodrugs and compositions, as well as methods of improving the bioavailability or other properties of a therapeutic agent that comprises part of the lipid prodrug. The present invention also provides methods of treating a disease, disorder, or condition such as those disclosed herein, comprising administering to a patient in need thereof a provided lipid prodrug or a pharmaceutical composition thereof.
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Paragraph 00594
(2019/03/17)
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- Diels-Alder and Stille Coupling Approach for the Short Protecting-Group-Free Synthesis of Mycophenolic Acid, Its Phenylsulfenyl and Phenylselenyl Analogues, and Reactive Oxygen Species (ROS) Probing Capacity in Water
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A short, protecting-group-free synthesis is achieved. The synthesis is step-efficient and general. A Diels-Alder and Stille cross-coupling approach includes key transformations, allowing for a competitive synthesis which involves a rare halophenol Stille cross-coupling study. The phenylselenyl and phenylsulfenyl analogues were prepared as novel compounds in good overall yield. The applicability of one of the intermediates as a potential probe for reactive oxygen species (ROS) in water is investigated.
- Halle, Mahesh B.,Yudhistira, Tesla,Lee, Woo-Hyun,Mulay, Sandip V.,Churchill, David G.
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p. 3557 - 3561
(2018/06/26)
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- Pharmaceutical composition against influenza virus containing s. officinalis l.
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The present invention relates to a pharmaceutical composition against influenza virus. The pharmaceutical composition comprises a therapeutically effective amount of the extract of S. officinalis L., or active compounds obtained from the extract of S. officinalis L., hydrolyzed compounds or pharmaceutically acceptable salts thereof.
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Page/Page column 18; 19
(2018/02/27)
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- USAGE OF MYCOPHENOLATE MOFETIL OR SALT THEREOF IN PREPARING DRUG FOR RESISTING AGAINST INFLUENZA VIRUS
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The present invention relates to a use of mycophenolate mofetil or a pharmaceutically acceptable salt thereof in the manufacture of a medicament against influenza virus. The present invention also relates to a use of mycophenolate mofetil or a pharmaceutically acceptable salt thereof in the manufacture of a medicament against drug-resistant influenza virus strains. The present invention is further related to a method for treating influenza in a subject, comprising administering to said subject an effective amount of mycophenolate mofetil or a pharmaceutically acceptable salt thereof.
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Paragraph 0046
(2016/03/14)
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- Total synthesis of mycophenolic acid by a palladium-catalyzed decarboxylative allylation and biomimetic aromatization sequence
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This paper describes the total synthesis of the fungal natural product mycophenolic acid through palladium-catalyzed allylation, biomimetic cyclization, and aromatization. Methyl (4E)-6-hydroxy-4-methylhex-4-enoate, which was converted in four steps into the key diketo ester dioxinone via two selective C-acylation reactions, was transformed into a resorcylate. Subsequent phenol methylation, lactonization, iodo-ether formation, and halogenation gave a tricyclic intermediate. Palladium-catalyzed cross-coupling with DABCO-(AlMe3)2 and saponification gave mycophenolic acid. An alternative approach with early stage arene methyl incorporation unexpectedly resulted in the formation of a γ-pyrone. A total synthesis of mycophenolic acid was developed. In a one-pot reaction, a diketo ester dioxinone was transformed into a resorcylate by Pd-catalyzed decarboxylative allylation and biomimetic cyclization and aromatization. Methylation, lactonization, iodo-ether formation, and halogenation led to a tricyclic intermediate. Pd-catalyzed cross-coupling and ester hydrolysis completed the synthesis. Copyright
- Brookes, Paul A.,Cordes, Jens,White, Andrew J. P.,Barrett, Anthony G. M.
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p. 7313 - 7319
(2013/11/19)
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- Convenient syntheses of the in vivo carbohydrate metabolites of mycophenolic acid: reactivity of the acyl glucuronide
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Following in vivo use of mycophenolic acid, the O-aryl and O-acyl glucuronides, as well as the recently discovered O-aryl glucoside (Scheme 1), are all found as metabolites. We describe convenient preparations of all three derivatives. The phenolic glycos
- Jones, Amy E.,Wilson, Helen K.,Meath, Paul,Meng, Xiaoli,Holt, David W.,Johnston, Atholl,Oellerich, Michael,Armstrong, Victor W.,Stachulski, Andrew V.
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supporting information; experimental part
p. 4973 - 4977
(2009/12/05)
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- MYCOPHENOLIC ACID IMMUNOGENS AND ANTIBODIES
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Described are immunogenic compounds useful for generation of antibodies which are highly specific for mycophenolic acid which do not react or have substantially no cross-reactivity with the glucuronide metabolites of mycophenolic acid, especially the acyl
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(2009/06/27)
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- Mycophenolic acid as a latent agonist of PPARγ
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Mycophenolic acid (MPA), known as an inhibitor of inosine monophosphate dehydrogenase (IMPDH), was found to inhibit the differentiation of 3T3-L1 pre-adipocytes into mature adipocytes. Although the effect of MPA was attributed to inhibition of IMPDH, we u
- Ubukata, Makoto,Takamori, Hitomi,Ohashi, Misaki,Mitsuhashi, Shinya,Yamashita, Kaoru,Asada, Tomohisa,Nakajima, Noriyuki,Matsuura, Nobuyasu,Tsuruga, Mie,Taki, Keiko,Magae, Junji
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p. 4767 - 4770
(2008/02/11)
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- Dual inhibitors of inosine monophosphate dehydrogenase and histone deacetylases for cancer treatment
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Mycophenolic acid (MPA), an inhibitor of IMP-dehydrogenase (IMPDH), is used worldwide in transplantation. Recently, numerous studies showed its importance in cancer treatment. Consequently, MPA entered clinical trials in advanced multiple myeloma patients
- Chen, Liqiang,Wilson, Daniel,Jayaram, Hiremagalur N.,Pankiewicz, Krzysztof W.
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p. 6685 - 6691
(2008/09/18)
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- AN IMPROVED PROCESS FOR THE PREPARATION OF MYCOPHENOLATE MOFETIL
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A process of manufacturing mycophenolate mofetil comprising reacting an alkyl ester of mycophenolic acid, with 2-(4-morpholinyl) ethanol in the presence of a catalyst selected from a form of zinc selected from metallic zinc or at least one zinc salt or at least one zinc oxide, or a form of calcium selected from metallic calcium or at least one calcium salt or at least one calcium oxide.
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(2008/06/13)
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- Process for preparation of mycophenolate mofetil and other esters of mycophenolic acid
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Provided are processes for the preparation of mycophenolate mofetil and other esters of mycophenolic acid.
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Page/Page column 7-8
(2008/06/13)
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- Total synthesis of mycophenolic acid
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A convergent total synthesis of the natural compound mycophenolic acid 1 is described. The synthetic strategy for the construction of the hexasubstituted aromatic nucleus was based on a ring annulation sequence, involving a Michael addition reaction and intramolecular Dieckmann condensation reaction in situ as the key step. Subsequent transformations of the substituents afforded the target mycophenolic acid 1.
- Covarrubias-Zú?iga, Adrián,Gonzalez-Lucas, Armando,Domínguez, Mireya M.
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p. 1989 - 1994
(2007/10/03)
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- A total synthesis of mycophenolic acid
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A total convergent synthesis of mycophenolic acid 1 from 2-geranyl- dimethyl-1,3-acetonedicarboxylate 2 and 4-pivaloyloxy-2-butynal using a Michael addition-Dieckmann cyclization as key step is described.
- Covarrubias-Zuniga, Adrian,Gonzalez-Lucas, Armando
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p. 2881 - 2882
(2007/10/03)
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- A convergent synthesis of mycophenolic acid
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A new method for the synthesis of Mycophenolic acid using a convergent approach has been developed where the key step is a palladium mediated allyl-aryl tin coupling.
- Ple, Patrick A.,Hamon, Annie,Jones, Geraint
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p. 3395 - 3400
(2007/10/03)
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- Structure-activity relationships for inhibition of inosine monophosphate dehydrogenase by nuclear variants of mycophenolic acid
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Structure-activity relationships in the region of the phthalide ring of the inosine monophosphate dehydrogenase inhibitor mycophenolic acid have been explored. Replacement of the lactone ring with other cyclic moieties resulted in loss of potency, especia
- Nelson, Peter H.,Carr, Stephen F.,Devens, Bruce H.,Eugui, Elsie M.,Franco, Fidencio,Gonzalez, Carlos,Hawley, Ronald C.,Loughhead, David G.,Milan, David J.,Papp, Eva,Patterson, John W.,Rouhafza, Sussan,Sjogren, Eric B.,Smith, David B.,Stephenson, Rebecca A.,Talamas, Francisco X.,Waltos, Ann-Marie,Weikert, Robert J.,Wu, John C.
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p. 4181 - 4196
(2007/10/03)
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- Method of using 4-amino derivatives of 5-substituted mycophenolic acid
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The disclosed derivatives of mycophenolic acid are therapeutic agents advantageous in the treatment of disease states indicated for mycophenolic acid and/or mycophenolate mofetil and other immunosuppressant agents.
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- Derivatives of mycophenolic acid
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The disclosed derivatives of mycophenolic acid are therapeutic agents advantageous in the treatment of disease states indicated for mycophenolic acid and/or mycophenolate mofetil and other immunosuppressant agents.
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